Lakeland - Winter Haven Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Lakeland - Winter Haven holiday rentals

Exterior

Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
Orlando
8.8 out of 10, Excellent, (2,879 reviews)
"Very nice staff, good food. "
United States
Peter
The price is S$352
includes taxes & fees
15 Feb - 16 Feb
Wyndham Grand Orlando Resort Bonnet Creek
Property amenity

Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Holiday Inn Club Vacations Orlando Breeze Resort by IHG
3.5 star property
Davenport
9.2 out of 10, Wonderful, (524 reviews)
"Very clean establishment, staff very pleasant. Easy road access and some nice restaurants very close by"
United States
Darth
The price is S$199
includes taxes & fees
3 Feb - 4 Feb
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
Exterior

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3,267 reviews)
"Nice place to stay"
Canada
dianne
The price is S$158
includes taxes & fees
11 Feb - 12 Feb
Vacation Village Orlando, Celebration
2 outdoor pools, open 8:00 AM to 10:00 PM, pool umbrellas, pool loungers

The Village Resort Suite and Spa

The Village Resort Suite and Spa
2.5 star property
Orlando
The Village Resort Suite and Spa
Lake

Camp Mack Lodge, Marina & RV Resort

Camp Mack Lodge, Marina & RV Resort
3.0 star property
Lake Wales
9.0 out of 10, Wonderful, (193 reviews)
"Nice rooms helpful staff would go again for sure"
United States
David
Camp Mack Lodge, Marina & RV Resort
2 outdoor pools

Oasis Private Ensuite Room Shared Home

Oasis Private Ensuite Room Shared Home
3.5 star property
Kissimmee
The price is S$170
includes taxes & fees
11 Feb - 12 Feb
Oasis Private Ensuite Room Shared Home
Exterior

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (1,791 reviews)
"Cottage was very clean and easy check in close to all dining and shopping "
United States
Fernando
The price is S$545
includes taxes & fees
2 Feb - 3 Feb
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
Exterior

Regal Oaks Resort Vacation Townhomes by IDILIQ

Regal Oaks Resort Vacation Townhomes by IDILIQ
4.0 star property
Kissimmee
8.4 out of 10, Very good, (3,059 reviews)
"Overall the stay was great. Staff were very helpful. We had some issues with the room carpet but it was taken care of as soon as I reported to the front desk. I very much recommend this place."
United States
Lucia
Regal Oaks Resort Vacation Townhomes by IDILIQ
Outdoor pool, pool umbrellas, pool loungers

Barefoot Suites

Barefoot Suites
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1,813 reviews)
"Staff was great and area was amazing "
United States
Joshua
Barefoot Suites
Exterior

voco Kissimmee Orlando by IHG

voco Kissimmee Orlando by IHG
4.0 star property
Kissimmee
7.6 out of 10, Good, (1,000 reviews)
"Staff was very helpful, location was what we needed and rooms and pool were outstanding "
United States
Chester Joseph
The price is S$122
includes taxes & fees
2 Feb - 3 Feb
voco Kissimmee Orlando by IHG
Terrace/patio

Disney's Animal Kingdom Villas - Kidani Village

Disney's Animal Kingdom Villas - Kidani Village
4.0 star property
Bay Lake
9.0 out of 10, Wonderful, (166 reviews)
"The animals are amazing and the location for Animal Kingdom was perfect! The room was clean and comfortable."
United States
Kelly
Disney's Animal Kingdom Villas - Kidani Village
Lobby

Elita Inn

Elita Inn
3.0 star property
Dundee
8.0 out of 10, Very good, (21 reviews)
"Very nice accommadations..friendly staff"
United States
lance
The price is S$113
includes taxes & fees
27 Feb - 28 Feb
Elita Inn
Exterior

Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (197 reviews)
"Comfortable and clean room, good location."
United States
Karina
The price is S$186
includes taxes & fees
25 Feb - 26 Feb
Barefoot'n Resort Kissimmee Orlando
Interior

Terra Verde Swanky

Terra Verde Swanky
3.0 star property
Kissimmee
Terra Verde Swanky
Lobby sitting area

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,075 reviews)
"Always enjoy our stay here!"
United States
David
The price is S$229
includes taxes & fees
1 Feb - 2 Feb
The Berkley, Orlando
Living area

BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
10.0 out of 10, Exceptional, (1 review)
"House was great, perfect central location. Very quiet neighborhood nice farm outside peaceful back yard seating area. "
United States
Wade
The price is S$327
includes taxes & fees
1 Feb - 2 Feb
BlockHaven near Legoland & Disney
Outdoor pool, pool loungers

South Facing W/ Private Pool & Spa

South Facing W/ Private Pool & Spa
4.0 star property
Crescent Lakes
South Facing W/ Private Pool & Spa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Lakeland - Winter Haven Hotel Reviews

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"Book this resort every year for a guys golf trip. Spacious full 2 bedroom suite with full kitchen, washer dryer and screened in balcony. Very clean and groubds crew are always busy keeping this place looing tip top. Easy to use text concierge that goes to an actual person. Cannot beat yhr price for the quality"
Mical 5-night trip
Posted 2 days ago
Hilton Vacation Club Mystic Dunes Orlando